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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514489Generated: October 29, 2026

Triethylamine → [4-fluoro-2-[(E)-2-(4-fluorophenyl)ethenyl]phenyl]methanol

https://huagongshe.com/reaction/514489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-FluorostyreneHCID 67883—
Reactant(2-Bromo-4-fluorophenyl)methanolHCID 2773347—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
Product[4-fluoro-2-[(E)-2-(4-fluorophenyl)ethenyl]phenyl]methanolHCID 8672560850%

Reaction Conditions

Temperature150 °C

Reaction Steps

Charged (2-bromo-4-fluorophenyl)methanol (954 mg, 4.65 mmol), 4-fluoro-1-vinylbenzene (1.14 g, 9.31 mmol), Pd(PPh3)2Cl2 (49 mg, 0.07 mmol), Et3N (942 mg, 9.31 mmol) and DMF (5 mL) to a sealed tube, the mixture was then purged with nitrogen, heated to 150° C. for 3 h in microwave oven. The reaction mixture was filtered, the filtrate was then extracted with ethyl acetate, concentrated and purified by flash column chromatograph to give 569 mg of the title compound (50%). 1H NMR (400 MHz, CDCl3): δ 1.60 (1H, t, J=6.4 Hz), 4.78 (2H, d, J=6.4 Hz), 6.93-7.08 (4H, m), 7.31-7.35 (3H, m), 7.48-7.52 (2H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09107916B2
Source datasetuspto-grants-2015_08
ORD IDord-470cf675cae64eb1bbf473bbe2a1cd1d
Source noteuspto-grants-2015_08